Please use this identifier to cite or link to this item:
Title: Mild Iridium-Catalysed Isomerization of Epoxides. Computational Insights and Application to the Synthesis of β-Alkyl Amines
Author: Cabré Montesinos, Albert
Cabezas Giménez, Juan José
Sciortino, Giuseppe
Ujaque, Gregori
Verdaguer i Espaulella, Xavier
Lledós, Agustí (Lledós i Falcó)
Riera i Escalé, Antoni
Keywords: Iridi
Issue Date: 1-Jul-2019
Publisher: Wiley-VCH
Abstract: In the presence of 3-5 mol% Crabtree's catalyst or the corresponding tetrakis[3,5-bis(trifluoromethyl)phenyl]borate salt (Cy3P)Ir+(pyridine)(1,5-cyclooctadiene)·X- {X = PF6, [3,5-(F3C)2C6H3]4B}, aryl 1,1-disubstituted epoxides such as α-methylstyrene oxide underwent chemoselective isomerization to aldehydes; treatment with benzhydrylamine and pyrrolidine and redn. with NaBH4 yielded 2,2-disubstituted amines such as PhCHMeCH2NHR [R = Ph2CH, 4-MeOC6H4, PhCH2, (R)-PhCHMe] in one pot. DFT calcns. were performed to rationalize the obsd. selectivity.
Note: Versió postprint del document publicat a:
It is part of: Advanced Synthesis & Catalysis, 2019, vol. 361, num. 15, p. 3624-3631
Related resource:
ISSN: 1615-4150
Appears in Collections:Articles publicats en revistes (Química Inorgànica i Orgànica)

Files in This Item:
File Description SizeFormat 
692336.pdf580.92 kBAdobe PDFView/Open

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.